N-(2S,3R,4R-3-methyl-4-pentanolid-2-yl)-18-hydroxylanosta-8 (9),22E,24E-trien-27-amide-3-O-[alpha-L-rhamnopyranosyl-(1→2)-beta-D-glucopyranosyl-(1→2)]-[beta-D-glucopyranosyl-(1→4)]-beta-D-glucopyranoside
- Family: Plantae - Rubiaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpenoid Saponin
| Canonical Smiles | OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CCC2=C3CC[C@]3([C@@]2(C)CC[C@@H]3[C@@H](/C=C/C=C(/C(=O)N[C@@H]2C(=O)O[C@@H]([C@@H]2C)C)\C)C)CO)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O |
|---|---|
| InChI | InChI=1S/C60H95NO24/c1-25(11-10-12-26(2)51(75)61-38-27(3)28(4)77-52(38)76)30-15-19-59(9)32-13-14-36-57(6,7)37(17-18-58(36,8)31(32)16-20-60(30,59)24-65)82-55-50(47(74)48(35(23-64)81-55)83-54-46(73)43(70)40(67)33(21-62)79-54)85-56-49(44(71)41(68)34(22-63)80-56)84-53-45(72)42(69)39(66)29(5)78-53/h10-12,25,27-30,33-50,53-56,62-74H,13-24H2,1-9H3,(H,61,75)/b11-10+,26-12+/t25-,27+,28-,29+,30-,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,43+,44+,45-,46-,47+,48-,49-,50-,53+,54+,55+,56+,58-,59+,60+/m1/s1 |
| InChIKey | FTLZZSXAZGOFRA-RIDMBQIFSA-N |
| Formula | C60H95NO24 |
| HBA | 24 |
| HBD | 14 |
| MW | 1214.4 |
| Rotatable Bonds | 17 |
| TPSA | 392.23 |
| LogP | -1.4 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 85 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.87 |
| Exact Mass | 1213.62 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Mussaenda luteola | Rubiaceae | Plantae | 43523 |
Showing of synonyms
No compound-protein relationship available.
SMILES: O1CCC(C1=O)NC(=O)C=CC=CCC(CC2)C(C23)CCC4=C3CCC5C4CCC(C5)OC(OCC(C6)OC7CCCCO7)C6OC(OCCC8)C8OC9CCCCO9
Level: 5
Mol. Weight: 1214.4 g/mol
SMILES: O1CCC(C1=O)NC(=O)C=CC=CCC(CC2)C(C23)CCC4=C3CCC5C4CCC(C5)OC(OCCC6)C6OC(OCCC7)C7OC8CCCCO8
Level: 4
Mol. Weight: 1214.4 g/mol
SMILES: O1CCC(C1=O)NC(=O)C=CC=CCC(CC2)C(C23)CCC4=C3CCC5C4CCC(C5)OC(C6OC7CCCCO7)OCC(C6)OC8CCCCO8
Level: 4
Mol. Weight: 1214.4 g/mol
SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(C4)OC(OCC(C5)OC6CCCCO6)C5OC(OCCC7)C7OC8CCCCO8
Level: 4
Mol. Weight: 1214.4 g/mol
SMILES: O1CCC(C1=O)NC(=O)C=CC=CCC2CCC(C23)C4=C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7
Level: 3
Mol. Weight: 1214.4 g/mol
SMILES: O1CCC(C1=O)NC(=O)C=CC=CCC2CCC(C23)C4=C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 1214.4 g/mol
SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(C4)OC(OCCC5)C5OC(OCCC6)C6OC7CCCCO7
Level: 3
Mol. Weight: 1214.4 g/mol
SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(C4)OC(C5OC6CCCCO6)OCC(C5)OC7CCCCO7
Level: 3
Mol. Weight: 1214.4 g/mol
SMILES: O1CCCCC1OC2C(OCCC2)OC3CC(COC3)OC4CCCCO4
Level: 3
Mol. Weight: 1214.4 g/mol
SMILES: O1CCC(C1=O)NC(=O)C=CC=CCC2CCC(C23)C4=C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 2
Mol. Weight: 1214.4 g/mol
SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(C4)OC(OCCC5)C5OC6CCCCO6
Level: 2
Mol. Weight: 1214.4 g/mol
SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6
Level: 2
Mol. Weight: 1214.4 g/mol
SMILES: O1CCCCC1OC2CC(COC2)OC3CCCCO3
Level: 2
Mol. Weight: 1214.4 g/mol
SMILES: O1CCCCC1OC2C(OCCC2)OC3CCCOC3
Level: 2
Mol. Weight: 1214.4 g/mol
SMILES: O1CCC(C1=O)NC(=O)C=CC=CCC2CCC(C23)C4=C(CC3)C5C(CC4)CCCC5
Level: 1
Mol. Weight: 1214.4 g/mol
SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 1214.4 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1214.4 g/mol
SMILES: C1CCC(C12)CCC3=C2CCC4C3CCCC4
Level: 0
Mol. Weight: 1214.4 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1214.4 g/mol
SMILES: O=C1CCCO1
Level: 0
Mol. Weight: 1214.4 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.47
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 6879589556.960
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 899082039126.75
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.720
- Plasma Protein Binding
- 73.26
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 1.730
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -20910610821.440
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -8538.150
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.050
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -1631790596036063.750
- Rat (Acute)
- 3.900
- Rat (Chronic Oral)
- 3500048.300
- Fathead Minnow
- 2059788669932.320
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 183531217941636.000
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -102025026.490
- Log(P)
- -11875.13
- Log S
- -2.67
- Log(Vapor Pressure)
- -6043589736450.72
- Melting Point
- -1833258.95
- pKa Acid
- -44037085336.86
- pKa Basic
- -354276940.43
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7683 |